Hydrochloric Acid → Hydrochloric Acid

HRID 1252536Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1252536
O=[C:2]1[C:6]2[S:7][CH:8]=[CH:9][C:5]=2[S:4](=[O:11])(=[O:10])[NH:3]1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:13].[ClH:26]>N1C=CC=CC=1>[ClH:26].[S:4]1(=[O:11])(=[O:10])[C:5]2[CH:9]=[CH:8][S:7][C:6]=2[C:2](=[S:13])[NH:3]1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14817Phosphorus sulfide (P2S5)HCID 140865502H,3H-1lambda6-thieno[2,3-d][1,2]thiazole-1,1,3-trione

Produkt 2

HCID 313Hydrochloric AcidHCID 14086551thieno[2,3-d]isothiazole-3(2H)-thione 1,1-dioxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a stirred solution of 15.2 g (0.08 mole) of 2,3-dihydro-3-oxothieno[2,3-d]isothiazole 1,1-dioxide (U.S. Pat. No. 4,028,373) in 200 ml of dry pyridine at 80° C. was added 15.2 g of phosphorus pentasulfide over a period of 10 minutes. The reaction mixture was stirred for a period of 45 minutes at this temperature and was then poured into 500 ml of ice water. The reaction mixture was acidified with conc. hydrochloric acid solution to pH 1. The resulting precipitate was collected on a filter and was dissolved in 20% sodium bicarbonate solution then filtered. The filtrate upon acidification with conc. hydrochloric acid gave 7.6 g of thieno[2,3-d]isothiazole-3(2H)-thione 1,1-dioxide, m.p. 185°-187° C. A second treatment of the precipitate which did not dissolve with 20% sodium bicarbonate followed by acidification gave an additional 3.7 g of product, m.p. 186°-189° C. The two crops of product were combined giving 11.3 g (69%).

Aufarbeitung

  1. customThe resulting precipitate was collected on
  2. filtrationa filter
  3. dissolutionwas dissolved in 20% sodium bicarbonate solution
  4. filtrationthen filtered

Quellen und Nachweise

ORD-Eintrag
ord-c19c9e4676554f5591207d1aed8e8be6
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04743692

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